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Solid-phase dendrimer synthesis

Solid-phase dendrimer synthesis
Solid-phase dendrimer synthesis
Dendrimers are highly ordered, hyperbranched polymers with potential for a whole range of chemical applications. Solution-phase synthesis of dendrimers is often challenging, requiring long reaction times and nontrivial purification; solid-phase methodology, on the other hand, enables reactions to be driven to completion by using a large excess of reagents with trivial purification. In this paper we show that polyamidoamine dendrimers may be synthesized conveniently and efficiently on a solid support, and that these molecules are of good homogeneity as characterized by 1H- and 13C-nmr and electrospray mass spectrometry. These solid-phase dendrimers were used as a bead loading amplification tool in the synthesis of a hexapeptide library (Xaa–Gly–Gly–Phe–Leu–Lys) to allow single bead analysis as well as allowing the efficient synthesis of two dendrimer conjugates (Leu–enkephalin–Lys and Chlorambucil). This demonstrated that peptides and small drug molecules can be grown directly onto the dendrimer or onto a linker attached to the dendrimer periphery, enhancing general dendrimer utility
0006-3525
381-396
Wells, Neil J.
86312185-007b-495b-86da-4e2e5b9b8025
Basso, Andrea
e60255a2-2a89-45b4-adef-37ca61e0bc44
Bradley, Mark
562b9add-34c4-4620-bfa1-c7c83a0f0900
Wells, Neil J.
86312185-007b-495b-86da-4e2e5b9b8025
Basso, Andrea
e60255a2-2a89-45b4-adef-37ca61e0bc44
Bradley, Mark
562b9add-34c4-4620-bfa1-c7c83a0f0900

Wells, Neil J., Basso, Andrea and Bradley, Mark (1998) Solid-phase dendrimer synthesis. Biopolymers, 47 (5), 381-396. (doi:10.1002/(ISSN)1097-0282a).

Record type: Article

Abstract

Dendrimers are highly ordered, hyperbranched polymers with potential for a whole range of chemical applications. Solution-phase synthesis of dendrimers is often challenging, requiring long reaction times and nontrivial purification; solid-phase methodology, on the other hand, enables reactions to be driven to completion by using a large excess of reagents with trivial purification. In this paper we show that polyamidoamine dendrimers may be synthesized conveniently and efficiently on a solid support, and that these molecules are of good homogeneity as characterized by 1H- and 13C-nmr and electrospray mass spectrometry. These solid-phase dendrimers were used as a bead loading amplification tool in the synthesis of a hexapeptide library (Xaa–Gly–Gly–Phe–Leu–Lys) to allow single bead analysis as well as allowing the efficient synthesis of two dendrimer conjugates (Leu–enkephalin–Lys and Chlorambucil). This demonstrated that peptides and small drug molecules can be grown directly onto the dendrimer or onto a linker attached to the dendrimer periphery, enhancing general dendrimer utility

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Published date: 1998
Organisations: Chemistry

Identifiers

Local EPrints ID: 200447
URI: http://eprints.soton.ac.uk/id/eprint/200447
ISSN: 0006-3525
PURE UUID: 4d3201da-a6a0-485b-8321-e49d543e6110
ORCID for Neil J. Wells: ORCID iD orcid.org/0000-0002-4607-5791

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Date deposited: 01 Nov 2011 13:37
Last modified: 17 Dec 2019 01:55

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